http://rdf.ncbi.nlm.nih.gov/pubchem/patent/AR-058754-A1
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_65f6765a6f0387cfcb75bc6a09213161 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D205-08 |
| filingDate | 2006-12-26^^<http://www.w3.org/2001/XMLSchema#date> |
| inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_da1258e883ad470b05a68be951383385 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_d00b0048af9da5a9121809823d9bf586 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_ec195abedee1a85084aba192461f35b8 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_afb3b4fd4c7fe4a5a3cd5e5a356eba57 |
| publicationDate | 2008-02-20^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | AR-058754-A1 |
| titleOfInvention | PROCESSES TO PREPARE USEFUL INTERMEDIATE COMPOUNDS FOR THE PREPARATION OF EZETIMIBE |
| abstract | It relates to an improved process for the preparation of compound (3R, 4S) -4- (4- (benzyloxy) phenyl) -1- (4-fluorophenyl) -3- [3- (4-fluorophenyl) -3-oxopropyl ] azetidin-2-one, which is a key intermediary for the synthesis of ezetimibe, and also with the use of this intermediary for the preparation of ezetimibe. Claim 1: A process for preparing a compound of formula (2) wherein R is H, alkyl or a hydroxyl protecting group, characterized in that it comprises: (i) reacting a ketone of formula (3) with a diol, to obtain a ketal of formula (4) where R1 and R2 are independently a straight C1-4 alkyl chain or a branched C1-4 alkyl chain, or where R1 and R2 are together an ethylene di-radical or a trimethylene di-radical, which optionally it may be substituted with a C1-4 alkyl chain; (ii) condensing said ketal of formula (4) with an amine of formula (5) to obtain an amine of formula (6); (iii) cycling said amide of formula (6) to obtain a lactam of formula (7); and (iv) separating the ketal function of said lactam of formula (7) to obtain said compound and formula (2). Claim 11: A compound according to claim 10, characterized in that the compound is (S) -3- {4- [2- (4-fluorophenyl) - [1,3] -dioxolan-2-yl] butyryl} -4 -phenyloxazolidin-2-one. Claim 15: A compound according to claim 14, characterized in that the compound is (S) -3 - {(R) -2 - [(S) - (4-benzyloxyphenyl)) - (4-fluorophenylamino) methyl] - 4- [2- (4-fluorophenyl) - [1,3] -dioxolan-2-yl] butyryl} -4-phenyloxazolidin-2-one. Claim 17: A compound according to claim 14, characterized in that the compound is (S) -3 - {(R) -2 - [(S) - (4-fluorophenylamino) - (4-hydroxyphenyl) methyl] -4 - [2- (4-fluorophenyl) - [1,3] -dioxolan-2-yl] butyryl} -4-phenyloxazolidin-2-one. Claim 19: A compound according to claim 14, characterized in that the compound is (S) -3 - {(R) -2 - [(S) - (4-fluorophenylamino) - (4- trimethylsilyloxyphenyl) methyl] - 4- [2- (4-fluorophenyl) - [1,3] -dioxolan-2-yl] butyryl} -4-phenyloxazolidin-2-one. Claim 23: A compound according to claim 22, characterized in that the compound is (3R, 4S) -4- (4- (benzyloxyphenyl) -1- (4- fluorophenyl) -3- {2- [2- (4 -fluorophenyl) - [1,3] dioxolan-2-yl] ethyl} azetidin-2-one). Claim 25: A compound according to claim 22, characterized in that the compound is (3R, 4S) -1- (4- (fluorophenyl) -3- {2- [2- (4-fluorophenyl) -1,3- dioxolan-2-yl] ethyl} -4- (4-trimethylsilyloxyphenyl) -azetidin-2-one Claim 27: A compound according to claim 22, characterized in that the compound is (3R, 4S) -1- (4 -fluorophenyl) -3- {2- [2- (4-fluorophenyl) -1,3-dioxolan-2-yl] ethyl} -4- (4- hydroxyphenyl) -azetidin-2-one. |
| priorityDate | 2005-12-22^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
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